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| Saturday, August 18th , 1888 |
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| Sioux City Grainmen: Scouting Director Gregg Penland retires. |
| Friday, August 17th , 1888 |
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| St. Paul Terriers: Signed free agent CF Bill Michaelson to a 2-year contract worth a total of $436. |
| Monday, July 30th , 1888 |
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| St. Paul Terriers: Signed free agent SP Jonathan Douglas to a 1-year contract worth a total of $358. |
| Friday, June 29th , 1888 |
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| Davenport Monitors: Signed free agent SP Levi McNally to a 1-year contract worth a total of $388. |
| Wednesday, June 6th , 1888 |
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| Davenport Monitors: Activated RF Alonzo Loring from the injured list. |
| Sunday, May 27th , 1888 |
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| Davenport Monitors: Placed RF Alonzo Loring on the 10-day injured list, retroactive to 05/26/1888. |
| Wednesday, May 23rd , 1888 |
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| Davenport Monitors: Signed free agent SP Glenn Springer to a 1-year contract worth a total of $400. |
| Saturday, April 28th , 1888 |
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| Davenport Monitors: Signed free agent SP Mike Sandstrom to a 1-year contract worth a total of $376. |
| Davenport Monitors: Signed free agent SP Bob Newhouse to a minor league contract with a major league option. |
| Monday, April 23rd , 1888 |
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| Omaha Stockmen: Signed free agent C Jim Graf to a minor league contract with a major league option. |
| Saturday, April 21st , 1888 |
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| Peoria Warriors: Signed free agent C Jeff Lackland to a 1-year contract worth a total of $384. |
| Omaha Stockmen: Signed free agent C Paul Keller to a 1-year contract worth a total of $358. |
| Friday, April 20th , 1888 |
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| Omaha Stockmen: Signed free agent RP Larry Luckenbill to a minor league contract with a major league option. |
| Tuesday, April 10th , 1888 |
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| Rockford Riveters: Signed free agent SP George Gunn to a minor league contract with a major league option. |
| Monday, April 9th , 1888 |
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| Sioux City Grainmen: Signed free agent SP Dennis Catchings to a 1-year contract worth a total of $364. |
| Sunday, April 8th , 1888 |
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| St. Joseph River Kings: Signed free agent SP Beau McHugh to a 1-year contract worth a total of $416. |
| Saturday, April 7th , 1888 |
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| Peoria Warriors: Signed free agent RF Jim Williams to a minor league contract with a major league option. |
| Wednesday, April 4th , 1888 |
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| Lincoln Statesmen: Signed free agent SS Dennis Larkins to a 1-year contract worth a total of $388. |
| Tuesday, April 3rd , 1888 |
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| Lincoln Statesmen: Signed free agent SS Harland Engle to a minor league contract with a major league option. |
| Omaha Stockmen: Signed free agent RF John Young to a 1-year contract worth a total of $400. |
| Monday, April 2nd , 1888 |
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| Omaha Stockmen: Signed free agent C Ed Hartley to a 1-year contract worth a total of $312. |
| Sioux City Grainmen: Signed free agent LF Paul Walker to a 1-year contract worth a total of $404. |
| Rockford Riveters: Signed free agent 2B Ned Shepherd to a 1-year contract worth a total of $388. |
| Omaha Stockmen: Signed free agent SP Arnold Jackson to a 1-year contract worth a total of $376. |
| Davenport Monitors: Signed free agent SP Warren Burroughs to a 1-year contract worth a total of $392. |
| Friday, March 30th , 1888 |
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| Omaha Stockmen: Signed free agent SP Merritt Tolliver to a 1-year contract worth a total of $334. |
| Omaha Stockmen: Signed free agent RP Bob Mathews to a minor league contract with a major league option. |
| Thursday, March 29th , 1888 |
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| Lincoln Statesmen: Signed free agent 1B Jim Dean to a 1-year contract worth a total of $380. |
| Rockford Riveters: Signed free agent C Bob Reed to a 1-year contract worth a total of $334. |
| Monday, March 26th , 1888 |
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| St. Joseph River Kings: Signed free agent SP Harlan Beesley to a 1-year contract worth a total of $400. |
| Lincoln Statesmen: Signed free agent LF Brutus Strong to a 1-year contract worth a total of $430. |
| Sunday, March 25th , 1888 |
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| Omaha Stockmen: Signed free agent RP Jerry Morris to a minor league contract with a major league option. |
| Saturday, March 24th , 1888 |
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| Omaha Stockmen: Signed free agent LF Joe Smythe to a 1-year contract worth a total of $362. |
| Friday, March 23rd , 1888 |
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| Rockford Riveters: Signed free agent CF Greg Van Gordon to a minor league contract with a major league option. |
| Thursday, March 22nd , 1888 |
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| Rockford Riveters: Signed free agent RP Ossie Zimmer to a minor league contract with a major league option. |
| St. Joseph River Kings: Signed free agent SP Sam Tanner to a minor league contract with a major league option. |
| Tuesday, March 20th , 1888 |
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| Davenport Monitors: Signed free agent C Brick Cornwall to a 1-year contract worth a total of $316. |
| Monday, March 19th , 1888 |
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| St. Joseph River Kings: Signed free agent RP Sam Marcum to a minor league contract with a major league option. |
| St. Joseph River Kings: Signed free agent RP Dan Falter to a minor league contract with a major league option. |
| Sunday, March 18th , 1888 |
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| Lincoln Statesmen: Signed free agent RF Marcus Thelen to a 1-year contract worth a total of $268. |
| Rockford Riveters: Signed free agent 3B George Holloway to a 1-year contract worth a total of $328. |
| Peoria Warriors: Signed free agent 1B Victor White to a 1-year contract worth a total of $292. |
| Davenport Monitors: Signed free agent C Ken Denham to a 1-year contract worth a total of $272. |
| Davenport Monitors: Signed free agent SS John Eliason to a 1-year contract worth a total of $372. |
| Rockford Riveters: Signed free agent RP Dolf Liebert to a minor league contract with a major league option. |
| St. Joseph River Kings: Signed free agent RP Buddy Tackett to a minor league contract with a major league option. |
| Davenport Monitors: Signed free agent RP Jim Butler to a minor league contract with a major league option. |
| St. Joseph River Kings: Signed free agent RP Ron Chase to a minor league contract with a major league option. |
| St. Joseph River Kings: Signed free agent RP Rich Hurley to a minor league contract with a major league option. |
| Omaha Stockmen: Signed free agent RP Johnny Miller to a minor league contract with a major league option. |
| Saturday, March 17th , 1888 |
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| Davenport Monitors: Signed free agent SP Ken Penney to a 1-year contract worth a total of $330. |
| Davenport Monitors: Signed free agent 1B John Davis to a 1-year contract worth a total of $650. |
| Rockford Riveters: Signed free agent C George Washington to a 1-year contract worth a total of $434. |
| Davenport Monitors: Signed free agent RP Jim Quick to a minor league contract with a major league option. |
| St. Joseph River Kings: Signed free agent RP Don Woodward to a minor league contract with a major league option. |
| Peoria Warriors: Signed free agent SP John Dwyer to a 1-year contract worth a total of $1,100. |
| Friday, March 16th , 1888 |
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| Rockford Riveters: Signed free agent SP Louis Corrigan to a minor league contract with a major league option. |
| Thursday, March 15th , 1888 |
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| Davenport Monitors: Signed free agent SS Bobby Kearns to a minor league contract. |
| Sioux City Grainmen: Signed free agent C George Brandt to a minor league contract. |
| Wednesday, March 14th , 1888 |
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| Rockford Riveters: Signed free agent RP John Hiatt to a minor league contract with a major league option. |
| Lincoln Statesmen: Signed free agent RF Sam Wilson to a minor league contract. |
| Sioux City Grainmen: Signed free agent SS Greg Carpenter to a minor league contract. |
| Rockford Riveters: Signed free agent C Roy Wilson to a minor league contract. |
| Omaha Stockmen: Signed free agent C Stanley Jones to a minor league contract. |
| St. Joseph River Kings: Signed free agent SS Charlie Klein to a minor league contract. |
| Davenport Monitors: Signed free agent SS Jerry Avery to a minor league contract. |
| Tuesday, March 13th , 1888 |
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| Rockford Riveters: Signed free agent 3B Glen Oller to a 1-year contract worth a total of $230. |
| Monday, March 12th , 1888 |
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| Rockford Riveters: Signed free agent RP Dan Hennig to a 1-year contract worth a total of $232. |
| Rockford Riveters: Signed free agent SP Ulysses Mercer to a minor league contract with a major league option. |
| Saturday, March 10th , 1888 |
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| Rockford Riveters: Signed free agent SP Ed Wilson to a minor league contract with a major league option. |
| St. Joseph River Kings: Signed free agent RP Bill Silver to a minor league contract with a major league option. |
| Monday, February 20th , 1888 |
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| St. Paul Terriers: Signed free agent RP John Cavanaugh to a minor league contract with a major league option. |
| Sunday, February 19th , 1888 |
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| St. Paul Terriers: Signed free agent RP John Kear to a minor league contract with a major league option. |
| St. Paul Terriers: Signed free agent RP Nate Pierson to a minor league contract with a major league option. |
| Saturday, February 18th , 1888 |
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| St. Paul Terriers: Signed free agent RP Dave Alderman to a minor league contract with a major league option. |
| Thursday, February 16th , 1888 |
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| St. Paul Terriers: Signed free agent SP Bobby Wolff to a minor league contract with a major league option. |
| Wednesday, February 15th , 1888 |
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| St. Paul Terriers: Signed free agent SP Charlie Coates to a minor league contract with a major league option. |
| Tuesday, February 14th , 1888 |
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| St. Paul Terriers: Signed free agent RP Fred Jones to a minor league contract with a major league option. |
| Saturday, February 11th , 1888 |
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| St. Paul Terriers: Signed free agent RP Bob William to a minor league contract with a major league option. |
| Friday, February 3rd , 1888 |
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| St. Paul Terriers: Signed free agent RP Ike Sharlow to a minor league contract with a major league option. |
| Thursday, February 2nd , 1888 |
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| St. Paul Terriers: Signed free agent RP Abe LeBlanc to a minor league contract with a major league option. |
| Saturday, January 28th , 1888 |
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| St. Paul Terriers: Signed free agent RP Steve Gifford to a minor league contract with a major league option. |
| Thursday, January 26th , 1888 |
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| St. Paul Terriers: Signed free agent LF George Butterfield to a minor league contract. |
| Wednesday, January 18th , 1888 |
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| St. Paul Terriers: Signed free agent RP Pat Kilkenny to a minor league contract with a major league option. |
| St. Paul Terriers: Signed free agent RP Bill Wiesinger to a minor league contract with a major league option. |
| Tuesday, January 17th , 1888 |
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| St. Paul Terriers: Signed free agent RP Kevin Roof to a minor league contract with a major league option. |
| St. Paul Terriers: Signed free agent 2B Gus Thomas to a minor league contract. |
| St. Paul Terriers: Signed free agent C Al Cavanaugh to a minor league contract. |
| Monday, January 16th , 1888 |
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| St. Paul Terriers: Signed free agent C Foster Graham to a minor league contract. |
| Saturday, January 14th , 1888 |
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| St. Paul Terriers: Signed free agent C Carlton Ramsey to a minor league contract. |
| Friday, January 13th , 1888 |
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| St. Paul Terriers: Signed free agent 3B Billy Brand to a minor league contract. |
| Thursday, January 12th , 1888 |
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| St. Paul Terriers: Signed free agent RP Clint Prewitt to a minor league contract with a major league option. |
| St. Paul Terriers: Signed free agent 2B G.W. Brown to a minor league contract. |
| Tuesday, January 10th , 1888 |
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| St. Paul Terriers: Signed free agent RP Ike Whittaker to a minor league contract with a major league option. |
| St. Paul Terriers: Signed free agent RP Ray Caddell to a minor league contract with a major league option. |
| St. Paul Terriers: Signed free agent C Ralph Root to a minor league contract. |
| Monday, January 9th , 1888 |
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| St. Paul Terriers: Signed free agent C Herbert Davis to a minor league contract. |
| Sunday, January 8th , 1888 |
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| St. Paul Terriers: Signed free agent LF Anson Fenwick to a minor league contract. |
| Saturday, January 7th , 1888 |
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| St. Paul Terriers: Signed free agent 2B Paul Blosser to a minor league contract. |
| St. Paul Terriers: Signed free agent 1B Harry Walton to a minor league contract. |
| Friday, January 6th , 1888 |
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| St. Paul Terriers: Signed free agent C Joe Collins to a minor league contract. |
| St. Paul Terriers: Signed free agent 2B Alexander Deppen to a minor league contract. |
| Thursday, January 5th , 1888 |
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| St. Paul Terriers: Signed free agent SS Jim Monk to a minor league contract. |
| St. Paul Terriers: Signed free agent 1B Rick Kushner to a minor league contract. |
| St. Paul Terriers: Signed free agent LF Brian Talbert to a minor league contract. |
| Wednesday, January 4th , 1888 |
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| St. Paul Terriers: Signed free agent C Tom Horne to a minor league contract. |
| St. Paul Terriers: Signed free agent 2B Bill Creasy to a minor league contract. |
| Tuesday, January 3rd , 1888 |
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| St. Paul Terriers: Signed free agent CF Dick Judd to a minor league contract. |
| St. Paul Terriers: Signed free agent SS William Marks to a minor league contract. |
| St. Paul Terriers: Signed free agent 1B Ron Burr to a minor league contract. |
| Monday, January 2nd , 1888 |
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| St. Paul Terriers: Signed free agent 1B Ivy June to a minor league contract. |
| St. Paul Terriers: Signed free agent CF Ray Pollack to a minor league contract. |
| St. Paul Terriers: Signed free agent LF Steve White to a minor league contract. |
| St. Paul Terriers: Signed free agent 2B Ron Kaufman to a minor league contract. |
